A wild night with a fellow Redditor [FM]

Last night, I went over to a stranger’s home.

We’d been messaging online for almost a week at that point. He lived only a few minutes down the road, and though I was excited, I was nervous.

I knocked on the door.

“Come in!”

And I was inside his apartment. I greeted his dog with a friendly scratch on the head and set my bag down. He offered me a cranberry vodka and made one for himself as well, and we chatted cordially for a few minutes in the kitchen. Soon enough, we moved to the couch, where we took turns taking hits off his vape. It was strong, and I could feel my head clouding. He put his arm around me and I leaned against him, suddenly aware we were making contact.

“You don’t look 38.” I said. He thanked me for saying so.

“Have I told you how hot you are? You are so fucking hot. Jesus. Are you really 24?” He asked, looking me up and down.

“Yeah. I don’t look 24?”

He rolled his eyes. “Come on. No, you don’t look 24. You look young. And sweet.”

[F]ulfilled fantasy of a threesome with [M]y 2 FWB with big, thick cocks

This incident takes place a few years ago when I was single and had an undying thirst for cock.. big fat ones at that. I was blessed with 2 FWB that possessed big, pussy filling, take your breath away cocks that let me check off my sex bucket list for my first real threesome.

It was a Friday night and I was out with my friends. I was texting back and forth with one of my FWB, we will call him jack. Jack had the biggest, thickest cock I’ve ever had in my life (he’s the 9 incher in my first story on reddit).

We were making plans to meet up later that night when my other FWB, Chad wanted to meet up also. I informed him that I was meeting up with another friend and told him I couldn’t see him that night. Chad wouldn’t take no for an answer and tells me to ask my friend if he can join. Luckily, Jack was very open minded and welcomed Chad to join in our festivities for the night.

My First Bi-ish Threesome [MFM]

I haven’t had a threesome in a while, and was kinda hoping to try something new. I know it’s not the intended purpose, but I occasionally use the Whisper app to try and hook up (I’ve had a lot of success in the past). I made a post about wanting another threesome, and before long, I had gotten a message from someone claiming they were wanting the same thing. I talked with them some, just to feel them out and make sure they weren’t crazy or anything. Their profile said “female”, but I’m skeptical of anyone who claims to be a girl online, and asked for pics. She sent a few selfies, and was this super cute, petite blonde. I asked her to send a pic of her doing something specific to prove it was actually her. She laughed but agreed and complied. I was a little surprised, but kept talking with her. She ultimately revealed she had a BF, but he was cool with having another guy join, and asked if this was ok. I said sure and she showed me a pic of him. He was fairly attractive, so it was somewhat of a relief. She then went on to ask if I was straight or bi, to which I told her bi-curious. She really liked that and asked if I was down for some guy-on-guy stuff. I told her maybe, but I had my limits. She admitted that they were hoping to find a guy who was open to doing some stuff with both of them. We discussed what all we’d be comfortable with, and ultimately agreed on what we’d all could do.
A few days later, after all of us talked and felt comfortable, I went over to their place to meet them. I got out of my car & they were out by the door. We awkwardly waved to each other, and went over to greet them in person for the first time (we’ll call her Megan & him Matt). We went inside and made small talk some, before warming up to talking about our sex lives and breaking the tension. Eventually, Megan asked if we wanted to get going, and so Matt and I said sure. Her & Matt started kissing and fooling around while I watched. She started taking his clothes off, and asked me to do the same. I slowly got undressed, and saw her start stroking Matt’s dick. He was about an inch bigger than me, (I’m about 6.5-7”) and it was a fairly big dick he shaved earlier that day. Megan told us we should go to their bedroom, and so we all walked in there together, with Matt & I both naked. He said I had a nice dick, to which I returned the compliment. Megan was excited and said she was happy to have two dicks again, and started stroking us both and taking turns sucking us.
Matt pulled out his phone and asked if I was cool with him filming. I said sure as long as Megan was, to which she said yea. After a few more minutes of taking turns sucking us, she stood up and slipped out of her romper she had on. She had small, perky tits with pink nipples and a small amount of hair around her pussy. As she got naked and back on her knees, she took control and told us to get closer and started sucking us both. It was a major turn on feeling his dick pressed against mine in her mouth. After a bit of that, she asked Matt if I could lick her pussy while she sucked him, to which he agreed. I got underneath her and ate her out as she straddled my face, sucking Matt’s dick and balls. After cumming and squirting on me a little, she asked me to come join her and suck Matt. I was nervous, and double-checked to make sure he was cool with it, to which he was. We each started licking one side of his dick and took turns giving him head and sucking his balls. It was surprisingly hot, and Megan even exclaimed how wet it was making her. I even managed to steal a small make-out with Megan as we were blowing Matt and our tongues crossed. Eventually, she asked me to switch with Matt, and he gave me his phone to hold and record. Before I knew it, now him & Megan were doing the same thing to me, taking turns blowing me. It was a weird first experience, but I ultimately got used to it and really enjoyed it. Matt finally got up and laid on the bed, to which Megan went over and began riding him. It was hot watching him fuck her, and it wasn’t long before she started cumming all over his dick and moaning with pleasure. Matt’s dick popped out of her at one point, and I took the chance to help guide it back into her, while also rubbing his dick and balls and fingering Megan’s pussy. When she realized what I was doing, she looked back and was even more turned on at this sensation she was feeling.
They switched positions after a few minutes, and he started fucking her from behind. I took the other end and we spit roasted her for a good while. I told her I could lick her pussy while Matt was fucking her if she wanted, and she replied ecstatically with a yes. I got underneath, and licked her clit as she sucked me and he fucked her. It was another weird sensation that got better with each passing minute. We ended up switching, and Megan let me fuck her while Matt got sucked. We kept this up until both of us came on her, and she laid there for a good 20 minutes before wanting to move again. I eventually headed out and got a message from them later that day saying it was a lot of fun and they’d be down to do it again sometime, to which I replied I’d definitely be down.

The (surprisingly) Wholesome Story of How I Helped [M]y G[F] Pass Her Math Class By Being Her Naughty Professor

**This is a really nice, true story about me and my GF:**    

My GF is bad at math. Like, “diagnosed-learning-disability” bad at math. And she had only one math class left to pass in order to graduate from college. She failed the lowest form of math already (even with the help of tutors and a professor trying their hardest) and therefore had to take another math credit in the summer. The only thing they offered was another, harder math class, and she was terrified she was going to fail yet again, and have to take another VERY EXPENSIVE quarter of college.    

So, I offered to tutor her. My summer quarter was especially light, and I have some experience tutoring, and plus, I know her mind really well and how to best teach her. She was still so afraid of failure, and too stressed to be tutored, figuring “what’s the point in even trying…” **So I told her that if she passed her math class with even a D, I’d let her fulfill her long time fantasy of a VERY in depth and VERY kinky Student/Teacher roleplay session (with me as the teacher).** She agreed to really try her hardest to learn the math, but ONLY if I bought her a school girl outfit of her choice for our roleplay and only if SHE was the submissive one and I was hardcore dominant. Which, of course, I agreed to cuz FUCK YEAH THATS HOT AS SHIT…. LOVE THIS GIRL!

[MF] Very romantic sex with a woman a decade older than me :)

This was about a week ago. I’m 21M and she is a 31F.

I was eating lunch in the dinning hall when I saw her across the room. I remembered her from 3 years ago from when I worked the same camp. I walked up to her and asked her if she remembered me. She gave me a hug and said she did.

I told her she gave me the best head massage of my life three years ago and that I still remembered it vividly. She laughed and seemed to be really interested in me. She was pretty flirty and touchy with everyone so at this point I couldn’t tell if she was into me like that just yet.

We had to go through some training together later that day and we ended up sitting together and I called her a beautiful woman. She called me a doll and said it was a good thing.

Later that night we were talking some more just sorta catching up and talking about life and she gave me a really great back scratch.

I walked her to her cabin and we hugged.

[MF]

Long time lurker. First time poster. This happened many many many years ago when I was first getting over a split with my ex fiance. Growing up i was always really awkward around girls when it came to being anything other than friends. I often joked I was the luckiest unlucky guy in my town because I had a lot of girls come and talk with me but never anything more. For reference I am not that great of a looker. When this took place I was about 5’7, 180 lbs, just out of the Navy and trying to finish up a degree.
I met this girl in my history class: let’s call her Rose who was a little shorter than me, super petite, with maybe b cup tits at best. We would talk every now and then after class just being friendly and hang out at her place but she always reminded me she had a boyfriend. Christmas day rolled around and I got a call from here asking me to come over. She was needing some help getting some electronics hooked up for her brother. I went over and we sat around and chatted for a while with her family. They decided they wanted to go out and catch a movie over at a different family members house so everyone left leaving just Rose and I. I got started on hooking up the Wii for them (like I said long time ago) and we just chilled playing Kart then switched over to that weird golf game they had.
During one of the holes as I started moving the controller back for my shot, Rose reached over and grabbed ahold of my crotch. This of course threw me off my shot and I joked she did that trying to distract me. Again I was always awkward around girls and didn’t catch hints very often. We laughed and kept playing and at one point she asked me to show her how to putt because she kept screwing it up. I came up behind her and wrapped my arms around her placing my hands on hers with the controller. It was at this time I felt her push her ass back into me and grind a bit. I slowly started getting the hint and started pushing back against her which she reciprocated back. Feeling the bulge start to grow and push she turned around and ran her hands down to my Jean’s and unbuttoned them letting them fall to the floor.
Now I’ve seen enough of these and I wish I could brag about my python jumping out or her saying wow it’s the biggest she had ever seen. To be honest… 7 maybe 7.5 but she knew how to lick on it. She got down on her knees and took it fully in with one move. After bobbing her head back and forth for a while she softly started putting little kisses on it and looked up at me. I smiled and joked if she wanted to have any more fun we needed to go someplace a little more private. She grabbed me by the shaft and lead me back to her room.
Once there we locked the door (just in case) and started ripping off her close. Her perky little tits just standing there waiting for me to play with. As I took one in my mouth, my hand reached around to her ass and we backed out way up to her bed. She fell back and me on top of her in the most unromantic way, it luckily it didn’t stop us. I ran my finger between her legs and slowly teased her pussy lips till she was moaning and squirming and bucking on my hand. I sat back on my legs and slowly eased into her teasing her with the head. As I pushed my way in she let out as soft sigh and opened her legs wider. Before long I was picking up the pace as her little tits bounced.
After a bit we switched and she got down on all fours and gave me a great view of her little ass but that’s not where she was begging for. I slipped back in her sweet little pussy and kept going hard. As I smacked her ass she let out a moan that instantly would have made any man hard. I felt her pussy tighten up around me as I pulled her right against me and let go deep inside of her.
We laid there for a little bit chatting about what we had just done and trying to figure out what we should do. After a little while we got cleaned up I headed back home. That wasn’t the last time I saw Rose like that and I have a few more other stories of yall would like to hear them.

[M]y First post, MVP stories of online dating hook ups

Hey guys, love this subreddit. I’ve read some great interesting stories and I’d like to share this sweet/funny experience. Met this cute girl off POF app we hit it off right away mainly talking about cute shit. Nothing to risky no sexting found her to be a good girl and it was going to be a challenge (I love a challenge). A little about her she was light brown hair with gorgeous light green eyes you can get lost in, probably 5’3 perky c cup tits, slim and petite, she had that girl next door look, and a PHAT white girl ass. (i didnt notice from her pics but when we met i saw what she was packing) literally had me drooling for her. A little about me I’m 5’10 Filipino in shape (nothing spectacular about me).

We went on a few dates casual weed smoking then food nothing good yet lol. I believe on the 3rd or 4th date we were hanging out in her room smoking weed, then i noticed a laced thong on her chair. Seems like it was an accident because when i noticed she tried to be slick and hide it with other stuff. I thought this was so cute because of how timid she was.

The Quickness [MF]

Sullivan and I had sort of an on again off again relationship. Most of the time we were off, but the times when we were on were great. I have one in mind that I’d like to share.

We had already fucked several times prior to the Saturday night we were to hang out. Sully was interesting in that she enjoyed short but intense bouts of sex. I’ll delve into that in more detail in a bit, but it’s worth mentioning that we both knew going in that we were hot for each other, and that we probably had only actually had sex for about an hour total.

She lived on campus at the time, and we went out to dinner at one of the restaurants a few blocks from her dorm. We chatted, talked about school, had a few beers, nothing out of the ordinary. But the entire time we seemed to be really absorbing each other’s conversation, and gazing into each others eyes. The vibe I got from her was that she was partially “I am really into you” and “I really want you into me”.

My first time sucking cock [MM]

I wanted to share a story I’ve never told anyone about before. Like most guys, I was really interested in sex in my younger years. I was always very interested in girls, but every so often I would have very intense dreams or sometimes sudden fantasies about having sex with another guy. I never told anyone about those occasional fantasies and it was sometimes really embarrassing to me, but I wrote them off as just part of growing up and being curious about all things sexual.

I had a really close friend at the time, whom I’ll call Jeff. Jeff and I used to hang out all the time and we talked about everything going on in our lives, school, girls, parties, everything. One afternoon, I was hanging out at his place. We had just smoked a joint and we were both feeling pretty good, super relaxed and stoned. “Dude, I have this new porn movie I bought. Do you want to see it? Jeff asked me.

“Sure,” I replied and he got up to get it from his bedroom and put it into the DVD player. As it started up, I settled back on the couch as Jeff sat down into his lounge chair. A few minutes into the action, Jeff asks me, “Hey, can I ask you a favor?”

[MF] She French kissed my ass

During 2010, I moved from NY to a small city in NC, I was only 19 during this time. I ended up moving because it was so expensive in NY, I never saw myself moving out of dad’s house. I also wanted to get away from my ex that had just cheated on me, that is a story for another day. When I came down to NC my mom had already been living there for some time. She made a few friends, amongst them were some of the ladies that worked at a beauty salon. One of them had a gorgeous daughter who was 18 at that time and in high school. As soon as we met we hit it off really well. She was beautiful, short around 5’, caramel complexion, almond shaped eyes, beautiful face, nice ass (she was Dominican), and petite (maybe 100 lbs if at all).

One time I went to pick her up from school and insisted I bring her back to my place, so we could hang out for a bit. Her mom use to work and come home from work around 4 pm. That day she was wearing a blue tight almost sweater dress with knee high boots on. She looked amazing. We quickly came back to our place and I told her that we should have sex. She told me that she had her period. I replied with “problem well you can give me a blow job then.”